# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 08:27:21 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 6-amino-4-[2-(4-methoxyphenyl)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CCc2c3nc[nH]c3cc4C(=O)NC(=Nc24)N)cc1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 E89  E89  6-amino-4-[2-(4-methoxyphenyl)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one  ligand  42  25  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_E89
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 E89  C2    C  CR16  0  -0.357  -0.8739  -0.0371  -3.9806
 E89  C3    C  CR66  0  -0.144   0.3428   0.0051  -3.3022
 E89  C7    C  CR6   0   0.553   1.5780  -0.1660  -4.0556
 E89  O24   O  OC    0  -0.464   1.6494  -0.3432  -5.2606
 E89  N8    N  NR16  0  -0.719   2.7149  -0.1135  -3.2859
 E89  C9    C  CR6   0   0.641   2.7106   0.0790  -1.9284
 E89  N25   N  NH2   0  -0.834   3.9239   0.1470  -1.3380
 E89  N10   N  N     0  -0.507   1.6300   0.2325  -1.2414
 E89  C4    C  CR66  0   0.224   0.4243   0.2055  -1.8987
 E89  C5    C  CR6   0  -0.038  -0.7420   0.3756  -1.1361
 E89  C14   C  CH2   0  -0.485  -0.6811   0.5649   0.3475
 E89  C15   C  CH2   0  -0.506  -0.4715  -0.7634   1.0901
 E89  C16   C  CR6   0   0.107  -0.2725  -0.5575   2.5643
 E89  C21   C  CR16  0  -0.299  -1.3351  -0.6302   3.4644
 E89  C20   C  CR16  0  -0.328  -1.1541  -0.4008   4.8170
 E89  C19   C  CR6   0   0.362   0.1122  -0.0861   5.3128
 E89  O22   O  O2    0  -0.474   0.2017   0.1196   6.6435
 E89  C23   C  CH3   0  -0.436   1.4629   0.4444   7.1898
 E89  C18   C  CR16  0  -0.369   1.1861  -0.0072   4.4294
 E89  C17   C  CR16  0  -0.292   0.9809  -0.2423   3.0747
 E89  C6    C  CR56  0   0.099  -1.9529   0.3251  -1.8177
 E89  N13   N  N     0  -0.461  -3.2286   0.4525  -1.3193
 E89  C12   C  CR15  0   0.117  -4.0077   0.3342  -2.3585
 E89  N11   N  NR15  0  -0.669  -3.3440   0.1374  -3.5175
 E89  C1    C  CR56  0   0.353  -2.0054   0.1232  -3.2156
 E89  H2    H  HCR6  0   0.272  -0.9127  -0.1886  -5.0508
 E89  HN8   H  HNR6  0   0.422   3.5966  -0.2244  -3.7699
 E89  H251  H  HNH2  0   0.401   3.9272   0.0925  -0.3331
 E89  H252  H  HNH2  0   0.406   4.7186  -0.2763  -1.7880
 E89  H141  H  HCH2  0   0.244  -1.6040   1.0300   0.6986
 E89  H142  H  HCH2  0   0.244   0.1376   1.2421   0.5971
 E89  H151  H  HCH2  0   0.250   0.3997  -1.2679   0.6672
 E89  H152  H  HCH2  0   0.242  -1.3325  -1.4129   0.9146
 E89  H21   H  HCR6  0   0.245  -2.3269  -0.8769   3.1028
 E89  H20   H  HCR6  0   0.258  -1.9919  -0.4666   5.5003
 E89  H231  H  HCH3  0   0.258   1.3166   0.5613   8.2609
 E89  H232  H  HCH3  0   0.226   2.1994  -0.3459   7.0210
 E89  H233  H  HCH3  0   0.226   1.8564   1.3811   6.7855
 E89  H18   H  HCR6  0   0.274   2.1836   0.2312   4.7732
 E89  H17   H  HCR6  0   0.245   1.8276  -0.1790   2.4001
 E89  H12   H  HCR5  0   0.290  -5.0863   0.3829  -2.3328
 E89  H11   H  HNR5  0   0.424  -3.7630   0.0182  -4.4261

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 E89  C2   C3    aromatic  1.394  0.020  1.394
 E89  C2   C1    aromatic  1.375  0.020  1.375
 E89  C2   H2    single    0.930  0.020  1.080
 E89  C3   C7    aromatic  1.457  0.020  1.457
 E89  C3   C4    aromatic  1.420  0.020  1.420
 E89  C7   O24   double    1.220  0.020  1.220
 E89  C7   N8    aromatic  1.374  0.020  1.374
 E89  N8   C9    aromatic  1.371  0.020  1.371
 E89  N8   HN8   single    0.860  0.020  1.020
 E89  C9   N25   single    1.351  0.020  1.351
 E89  C9   N10   aromatic  1.290  0.020  1.290
 E89  N25  H251  single    0.890  0.020  1.040
 E89  N25  H252  single    0.890  0.020  1.040
 E89  N10  C4    aromatic  1.374  0.020  1.374
 E89  C4   C5    aromatic  1.404  0.020  1.404
 E89  C5   C14   single    1.497  0.020  1.497
 E89  C5   C6    aromatic  1.390  0.020  1.390
 E89  C14  C15   single    1.536  0.020  1.536
 E89  C14  H141  single    0.970  0.020  1.090
 E89  C14  H142  single    0.970  0.020  1.090
 E89  C15  C16   single    1.502  0.020  1.502
 E89  C15  H151  single    0.970  0.020  1.090
 E89  C15  H152  single    0.970  0.020  1.090
 E89  C16  C21   aromatic  1.395  0.020  1.395
 E89  C16  C17   aromatic  1.390  0.020  1.390
 E89  C21  C20   aromatic  1.384  0.020  1.384
 E89  C21  H21   single    0.930  0.020  1.080
 E89  C20  C19   aromatic  1.396  0.020  1.396
 E89  C20  H20   single    0.930  0.020  1.080
 E89  C19  O22   single    1.350  0.020  1.350
 E89  C19  C18   aromatic  1.393  0.020  1.393
 E89  O22  C23   single    1.412  0.020  1.412
 E89  C23  H231  single    0.970  0.020  1.090
 E89  C23  H232  single    0.970  0.020  1.090
 E89  C23  H233  single    0.970  0.020  1.090
 E89  C18  C17   aromatic  1.390  0.020  1.390
 E89  C18  H18   single    0.930  0.020  1.080
 E89  C17  H17   single    0.930  0.020  1.080
 E89  C6   N13   aromatic  1.376  0.020  1.376
 E89  C6   C1    aromatic  1.413  0.020  1.413
 E89  N13  C12   aromatic  1.304  0.020  1.304
 E89  C12  N11   aromatic  1.350  0.020  1.350
 E89  C12  H12   single    0.930  0.020  1.080
 E89  N11  C1    aromatic  1.372  0.020  1.372
 E89  N11  H11   single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 E89  H2    C2   C1    122.49  3.000
 E89  H2    C2   C3    121.15  3.000
 E89  C1    C2   C3    116.36  3.000
 E89  C4    C3   C7    118.61  3.000
 E89  C4    C3   C2    122.38  3.000
 E89  C7    C3   C2    119.01  3.000
 E89  N8    C7   O24   120.69  3.000
 E89  N8    C7   C3    114.04  3.000
 E89  O24   C7   C3    125.26  3.000
 E89  HN8   N8   C9    119.45  3.000
 E89  HN8   N8   C7    116.67  3.000
 E89  C9    N8   C7    123.88  3.000
 E89  N10   C9   N25   120.91  3.000
 E89  N10   C9   N8    123.15  3.000
 E89  N25   C9   N8    115.90  3.000
 E89  H252  N25  H251  114.90  3.000
 E89  H252  N25  C9    119.51  3.000
 E89  H251  N25  C9    115.89  3.000
 E89  C4    N10  C9    118.57  3.000
 E89  C5    C4   N10   117.84  3.000
 E89  C5    C4   C3    120.41  3.000
 E89  N10   C4   C3    121.75  3.000
 E89  C6    C5   C14   121.73  3.000
 E89  C6    C5   C4    116.92  3.000
 E89  C14   C5   C4    121.33  3.000
 E89  H142  C14  H141  107.24  3.000
 E89  H142  C14  C15   108.88  3.000
 E89  H141  C14  C15   109.17  3.000
 E89  H142  C14  C5    109.61  3.000
 E89  H141  C14  C5    109.78  3.000
 E89  C15   C14  C5    112.04  3.000
 E89  H152  C15  H151  106.97  3.000
 E89  H152  C15  C16   110.09  3.000
 E89  H151  C15  C16   109.74  3.000
 E89  H152  C15  C14   109.19  3.000
 E89  H151  C15  C14   108.73  3.000
 E89  C16   C15  C14   111.96  3.000
 E89  C17   C16  C21   117.52  3.000
 E89  C17   C16  C15   120.75  3.000
 E89  C21   C16  C15   121.70  3.000
 E89  H21   C21  C20   118.91  3.000
 E89  H21   C21  C16   119.59  3.000
 E89  C20   C21  C16   121.50  3.000
 E89  H20   C20  C19   119.43  3.000
 E89  H20   C20  C21   120.36  3.000
 E89  C19   C20  C21   120.22  3.000
 E89  C18   C19  O22   124.44  3.000
 E89  C18   C19  C20   119.15  3.000
 E89  O22   C19  C20   116.41  3.000
 E89  C23   O22  C19   118.40  3.000
 E89  H233  C23  H232  108.64  3.000
 E89  H233  C23  H231  108.69  3.000
 E89  H232  C23  H231  108.69  3.000
 E89  H233  C23  O22   112.05  3.000
 E89  H232  C23  O22   112.06  3.000
 E89  H231  C23  O22   106.59  3.000
 E89  H18   C18  C17   118.89  3.000
 E89  H18   C18  C19   121.47  3.000
 E89  C17   C18  C19   119.64  3.000
 E89  H17   C17  C18   118.75  3.000
 E89  H17   C17  C16   119.27  3.000
 E89  C18   C17  C16   121.97  3.000
 E89  C1    C6   N13   109.70  3.000
 E89  C1    C6   C5    121.49  3.000
 E89  N13   C6   C5    128.81  3.000
 E89  C12   N13  C6    104.89  3.000
 E89  H12   C12  N11   121.19  3.000
 E89  H12   C12  N13   125.00  3.000
 E89  N11   C12  N13   113.81  3.000
 E89  H11   N11  C1    127.07  3.000
 E89  H11   N11  C12   125.95  3.000
 E89  C1    N11  C12   106.99  3.000
 E89  N11   C1   C6    104.62  3.000
 E89  N11   C1   C2    132.95  3.000
 E89  C6    C1   C2    122.43  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 E89  CONST_01  N8    C7   C3   C2    180.00   0.0  0
 E89  CONST_02  N10   C4   C3   C2    180.00   0.0  0
 E89  CONST_03  C5    C4   C3   C2      0.00   0.0  0
 E89  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 E89  CONST_05  N13   C6   C1   C2    180.00   0.0  0
 E89  CONST_06  C12   N11  C1   C2    180.00   0.0  0
 E89  CONST_07  C6    C1   C2   C3      0.00   0.0  0
 E89  CONST_08  N11   C1   C2   C3    180.00   0.0  0
 E89  CONST_09  C9    N8   C7   C3      0.00   0.0  0
 E89  CONST_10  C9    N10  C4   C3      0.00   0.0  0
 E89  CONST_11  C6    C5   C4   C3      0.00   0.0  0
 E89  CONST_12  C1    C2   C3   C7    180.00   0.0  0
 E89  CONST_13  N10   C4   C3   C7      0.00   0.0  0
 E89  CONST_14  C5    C4   C3   C7    180.00   0.0  0
 E89  CONST_15  N10   C9   N8   C7      0.00   0.0  0
 E89  CONST_16  C4    C3   C7   N8      0.00   0.0  0
 E89  CONST_17  C4    N10  C9   N8      0.00   0.0  0
 E89  CONST_18  C5    C4   N10  C9    180.00   0.0  0
 E89  CONST_19  C6    C5   C4   N10   180.00   0.0  0
 E89  CONST_20  C1    C2   C3   C4      0.00   0.0  0
 E89  CONST_21  N13   C6   C5   C4    180.00   0.0  0
 E89  CONST_22  C1    C6   C5   C4      0.00   0.0  0
 E89  CONST_23  C12   N13  C6   C5    180.00   0.0  0
 E89  CONST_24  N11   C1   C6   C5    180.00   0.0  0
 E89  CONST_25  C19   C20  C21  C16     0.00   0.0  0
 E89  CONST_26  C19   C18  C17  C16     0.00   0.0  0
 E89  CONST_27  C18   C17  C16  C21     0.00   0.0  0
 E89  CONST_28  C18   C19  C20  C21     0.00   0.0  0
 E89  CONST_29  C17   C16  C21  C20     0.00   0.0  0
 E89  CONST_30  C17   C18  C19  C20     0.00   0.0  0
 E89  CONST_31  N11   C12  N13  C6      0.00   0.0  0
 E89  CONST_32  C12   N11  C1   C6      0.00   0.0  0
 E89  CONST_33  N11   C1   C6   N13     0.00   0.0  0
 E89  CONST_34  C1    N11  C12  N13     0.00   0.0  0
 E89  CONST_35  C1    C6   N13  C12     0.00   0.0  0
 E89  CONST_36  O24   C7   C3   C2      0.00   0.0  0
 E89  CONST_37  C14   C5   C4   C3    180.00   0.0  0
 E89  CONST_38  N25   C9   N8   C7    180.00   0.0  0
 E89  CONST_39  C4    C3   C7   O24   180.00   0.0  0
 E89  CONST_40  C9    N8   C7   O24   180.00   0.0  0
 E89  CONST_41  C4    N10  C9   N25   180.00   0.0  0
 E89  CONST_42  C14   C5   C4   N10     0.00   0.0  0
 E89  CONST_43  N13   C6   C5   C14     0.00   0.0  0
 E89  CONST_44  C1    C6   C5   C14   180.00   0.0  0
 E89  CONST_45  C20   C21  C16  C15   180.00   0.0  0
 E89  CONST_46  C18   C17  C16  C15   180.00   0.0  0
 E89  CONST_47  O22   C19  C20  C21   180.00   0.0  0
 E89  CONST_48  C17   C18  C19  O22   180.00   0.0  0
 E89  CONST_49  H11   N11  C1   C2      0.00   0.0  0
 E89  CONST_50  HN8   N8   C7   C3    180.00   0.0  0
 E89  CONST_51  H2    C2   C3   C7      0.00   0.0  0
 E89  CONST_52  H20   C20  C21  C16   180.00   0.0  0
 E89  CONST_53  H18   C18  C17  C16   180.00   0.0  0
 E89  CONST_54  H17   C17  C16  C21   180.00   0.0  0
 E89  CONST_55  H21   C21  C20  C19   180.00   0.0  0
 E89  CONST_56  H12   C12  N13  C6    180.00   0.0  0
 E89  CONST_57  H251  N25  C9   N8    180.00   0.0  0
 E89  Var_01    C15   C14  C5   C4    -79.03  30.0  2
 E89  Var_02    C16   C15  C14  C5    174.26  30.0  3
 E89  Var_03    C21   C16  C15  C14    94.11  30.0  2
 E89  Var_04    C18   C19  O22  C23     0.34  30.0  3
 E89  Var_05    H231  C23  O22  C19  -179.69  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 E89  plan-1  C15   0.020
 E89  plan-1  C16   0.020
 E89  plan-1  C21   0.020
 E89  plan-1  C20   0.020
 E89  plan-1  C19   0.020
 E89  plan-1  O22   0.020
 E89  plan-1  C18   0.020
 E89  plan-1  C17   0.020
 E89  plan-1  H21   0.020
 E89  plan-1  H20   0.020
 E89  plan-1  H18   0.020
 E89  plan-1  H17   0.020
 E89  plan-2  C2    0.020
 E89  plan-2  C3    0.020
 E89  plan-2  C7    0.020
 E89  plan-2  O24   0.020
 E89  plan-2  N8    0.020
 E89  plan-2  C9    0.020
 E89  plan-2  N25   0.020
 E89  plan-2  N10   0.020
 E89  plan-2  C4    0.020
 E89  plan-2  C5    0.020
 E89  plan-2  C14   0.020
 E89  plan-2  C6    0.020
 E89  plan-2  N13   0.020
 E89  plan-2  C12   0.020
 E89  plan-2  N11   0.020
 E89  plan-2  C1    0.020
 E89  plan-2  H2    0.020
 E89  plan-2  HN8   0.020
 E89  plan-2  H12   0.020
 E89  plan-2  H11   0.020
 E89  plan-3  C9    0.020
 E89  plan-3  N25   0.020
 E89  plan-3  H251  0.020
 E89  plan-3  H252  0.020

